US4291149AExpiredUtility

Injection moldable amide imide copolymers and terpolymers

49
Assignee: STANDARD OIL CO INDIANAPriority: Jan 16, 1980Filed: Jan 16, 1980Granted: Sep 22, 1981
Est. expiryJan 16, 2000(expired)· nominal 20-yr term from priority
Inventors:Robert G. KeskeJames R. Stephens
C08G 73/14
49
PatentIndex Score
8
Cited by
9
References
36
Claims

Abstract

Novel tailor made copolymers and terpolymers of the amide-imide type are prepared from tricarboxylic acid anhydride compounds, N,N'-diacylated diamines, N-acylated diamines, and primary diamines. These copolymers and terpolymers are useful for preparing injection molded articles of superior properties. A novel process for the manufacture of amide-imide copolymers and terpolymers is disclosed wherein the imide, imide-imide, amide, and amide-imide moieties incorporated into the polymer backbone are controlled by acylating the amine functionality which is to form the amide and amide-amide moieties while reacting directly those diamines with a tricarboxylic anhydride compound which are intended to form the imide and imide-imide moieties.

Claims

exact text as granted — not AI-modified
We claim: 
     
       1. A process for the preparation of tailored linear injection moldable polyamide-imide copolymers and terpolymers containing both aromatic and aliphatic moieties derived from aromatic and aliphatic diamines which process comprises reacting at a temperature of about 50° to 700° F. fully or partially acylated, aromatic or aliphatic diamines with tricarboxylic acid anhydride compounds and aliphatic or aromatic diamines wherein the ratio of the total moles of fully or partially acylated diamines and unacylated diamines to the tricarboxylic acid anhydride compound is 1:1 and about one half of the total amine functionality is acylated. 
     
     
       2. The process of claim 1 wherein the molar ratio of aromatic to aliphatic diamines is about 1:1 to 9:1. 
     
     
       3. The process of claim 1 wherein the tricarboxylic acid anhydride compound is trimellitic anhydride. 
     
     
       4. A process for the preparation of tailored linear injection moldable polyamide-imide copolymers and terpolymers containing both aromatic and aliphatic moieties derived from aromatic and aliphatic diamines which process comprises reacting at a temperature of about 50° to 700° F. fully acylated aromatic or aliphatic diamines with tricarboxylic acid anhydride compounds and aliphatic or aromatic diamines wherein the molar ratio of the acylated diamine: the tricarboxylic acid anhydride: the aliphatic or aromatic diamine is about 5:10:5 (the process of claim 1) wherein the copolymer produced comprises the following structural units: ##STR9## wherein "Z" is a trivalent aromatic radical, R 1  is a divalent aromatic radical of 6 to 20 carbon atoms joined directly or containing stable linkages consisting of --S--, --O--, ##STR10## --SO 2  -- --CO-- or methylene radicals, R 2  is a divalent aliphatic, cycloaliphatic or araliphatic radical of from 2 to 18 carbon atoms. 
     
     
       5. A process for the preparation of tailored linear injection moldable polyamide-imide copolymers and terpolymers containing both aromatic and aliphatic moieties derived from aromatic and aliphatic diamines which process comprises reacting at a temperature of about 50° to 700° F. fully acylated aromatic or aliphatic diamines with tricarboxylic acid anhydride compounds and aliphatic or aromatic diamines wherein the molar ratio of the acylated diamine: the tricarboxylic acid anhydride: the aliphatic or aromatic diamine is about 5:10:5 (the process of claim 1) wherein the copolymer produced comprises the following structural units: ##STR11## wherein "Z" is a trivalent aromatic radical, R 1  is a divalent aromatic radical of 6 to 20 carbon atoms joined directly or containing stable linkages consisting of --S--, --O--, ##STR12## --SO 2  -- --CO-- or methylene radicals, R 2  is a divalent aliphatic, cycloaliphatic or araliphatic radical of from 2 to 18 carbon atoms. 
     
     
       6. A process for the preparation of tailored linear injection moldable polyamide-imide copolymers and terpolymers containing both aromatic and aliphatic moieties derived from aromatic and aliphatic diamines which process comprises reacting at a temperature of about 50° to 700° F. fully acylated aromatic or aliphatic diamines with tricarboxylic acid anhydride compounds and aliphatic or aromatic diamines wherein the molar ratio of the acylated diamine: the tricarboxylic acid anhydride: the aliphatic or aromatic diamine is about 5:10:5 (the process of claim 1) wherein the copolymer produced comprises the following structural units: ##STR13## wherein "Z" is a trivalent aromatic radical, R 1  is a divalent aromatic radical of 6 to 20 carbon atoms joined directly or containing stable linkages consisting of --S--, --O--, ##STR14## --SO 2  -- --CO-- or methylene radicals, R 2  is a divalent aliphatic, cycloaliphatic or araliphatic radical of from 2 to 18 carbon atoms. 
     
     
       7. A process for the preparation of tailored linear injection moldable polyamide-imide copolymers and terpolymers containing both aromatic and aliphatic moieties derived from aromatic and aliphatic diamines which process comprises reacting at a temperature of about 50° to 700° F. fully or partially acylated aromatic or aliphatic diamines with tricarboxylic acid anhydride compounds and aliphatic or aromatic diamines wherein the ratio of the total moles of fully acylated diamines, partially acylated diamines, and unacylated diamines to the tricarboxylic acid anhydride compound is 1:1 and about one half of the total amine functionality is acylated (the process of claim 1) wherein the copolymer produced comprises the following structural units: ##STR15## wherein "Z" is a trivalent aromatic radical, R 1  is a divalent aromatic radical of 6 to 20 carbon atoms joined directly or containing stable linkages consisting of --S--, --O--, ##STR16## --SO 2  -- --CO-- or methylene radicals, R 2  is a divalent aliphatic, cycloaliphatic or araliphatic radical of from 2 to 18 carbon atoms. 
     
     
       8. A process for the preparation of tailored linear injection moldable polyamide-imide copolymers and terpolymers containing both aromatic and aliphatic moieties derived from aromatic and aliphatic diamines which process comprises reacting at a temperature of about 50° to 700° F. fully or partially acylated aromatic or aliphatic diamines with tricarboxylic acid anhydride compounds and aliphatic or aromatic diamines wherein the ratio of the total moles of fully acylated diamines, partially acylated diamines and unacylated diamines to the tricarboxylic acid anhydride compound is 1:1 and at least one half of the total amine functionality is acylated (the process of claim 1) wherein the copolymer produced comprises the following structural units: ##STR17## wherein "Z" is a trivalent aromatic radical, R 1  is a divalent aromatic radical of 6 to 20 carbon atoms joined directly or containing stable linkages consisting of --S--, --O--, ##STR18## --SO 2  -- --CO-- or methylene radicals, R 2  is a divalent aliphatic, cycloaliphatic or araliphatic radical of from 2 to 18 carbon atoms. 
     
     
       9. A process for the preparation of tailored linear injection moldable polyamide-imide copolymers and terpolymers containing both aromatic and aliphatic moieties derived from aromatic and aliphatic diamines which process comprises reacting at a temperature of about 50° to 700° F. fully or partially acylated aromatic or aliphatic diamines with tricarboxylic acid anhydride compounds and aliphatic or aromatic diamines wherein the ratio of the total moles of fully acylated diamines, partially acylated diamines and unacylated diamines to the tricarboxylic acid anhydride compound is 1:1 and about one half of the total amine functionality is acylated (the process of claim 1) wherein the copolymer produced comprises the following structural units: ##STR19## wherein "Z" is a trivalent aromatic radical, R 1  is a divalent aromatic radical of 6 to 20 carbon atoms joined directly or containing stable linkages consisting of --S--, --O--, ##STR20## --SO 2  -- --CO-- or methylene radicals, R 2  is a divalent aliphatic, cycloaliphatic or araliphatic radical of from 2 to 18 carbon atoms. 
     
     
       10. A process for the preparation of tailored linear injection moldable polyamide-imide copolymers and terpolymers containing both aromatic and aliphatic moieties derived from aromatic and aliphatic diamines which process comprises reacting at a temperature of about 50° to 700° F. fully or partially acylated aromatic or aliphatic diamines with tricarboxylic acid anhydride compounds and aliphatic or aromatic diamines wherein the ratio of the total moles of fully acylated diamines, partially acylated diamines and unacylated diamines to the tricarboxylic acid anhydride compound is 1:1 and at least about one half of the total amine functionality is acylated (the process of claim 1) wherein the copolymer produced comprises the following structural units: ##STR21## wherein "Z" is a trivalent aromatic radical, R 1  is a divalent aromatic radical of 6 to 20 carbon atoms joined directly or containing stable linkages consisting of --S--, --O--, ##STR22## --SO 2  -- --CO-- or methylene radicals, R 2  is a divalent aliphatic, cycloaliphatic or araliphatic radical of from 2 to 18 carbon atoms. 
     
     
       11. The process of claim 8 wherein "Z" is ##STR23## R 1  is ##STR24## and R 2  is   --(CH.sub.2).sub.6 --     and wherein the molar ratio of Z:R 1  :R 2  is 4:3:1.   
     
     
       12. The process of claim 8 wherein "Z" is ##STR25## R 1  is ##STR26## and R 2  is ##STR27## and wherein the molar ratio of Z:R 1  :R 2  is 3:2:1. 
     
     
       13. The process of claim 4 wherein "Z" is ##STR28## R 1  is ##STR29## and R 2  is   --(CH.sub.2).sub.6 --     and wherein the molar ratio of Z:R 1  :R 2  is 4:3:1.   
     
     
       14. The process of claim 7 wherein "Z" is ##STR30## R 1  is ##STR31## and R 2  is   --(CH.sub.2).sub.6 --     and wherein the molar ratio of Z:R 1  :R 2  is 4:3:1.   
     
     
       15. The process of claim 8 wherein "Z" is ##STR32## R 1  is ##STR33## and R 2  is ##STR34## and wherein the molar ratio of Z:R 1  :R 2  is 4:3:1. 
     
     
       16. The process of claim 7 wherein "Z" is ##STR35## R 1  is ##STR36## and R 2  is ##STR37## and wherein the molar ratio of Z:R 1  :R 2  is 4:3:1. 
     
     
       17. The process of claim 10 wherein "Z" is ##STR38## R 1  is ##STR39## and R 2  is   --(CH.sub.2).sub.6 --     and wherein the molar ratio of Z:R 1  :R 2  is 4:3:1.   
     
     
       18. The copolymer and terpolymer prepared according to the process of claim 1 wherein the copolymer and terpolymer is in the form of a molded object. 
     
     
       19. The copolymer produced according to claim 4 wherein the copolymer is in the form of a molded object. 
     
     
       20. The copolymer produced according to claim 8 wherein the copolymer is in the form of a molded object. 
     
     
       21. The copolymer produced according to claim 7 wherein the copolymer is in the form of a molded object. 
     
     
       22. The copolymer produced according to claim 10 wherein the copolymer is in the form of a molded object. 
     
     
       23. As a composition of matter, the copolymer prepared according to claim 4. 
     
     
       24. As a composition of matter, the copolymer prepared according to claim 5. 
     
     
       25. As a composition of matter, the copolymer prepared according to claim 6. 
     
     
       26. As a composition of matter, the copolymer prepared according to claim 7. 
     
     
       27. As a composition of matter, the copolymer prepared according to claim 8. 
     
     
       28. As a composition of matter, the copolymer prepared according to claim 9. 
     
     
       29. As a composition of matter, the copolymer prepared according to claim 10. 
     
     
       30. As a composition of matter, the copolymer prepared according to claim 11. 
     
     
       31. As a composition of matter, the copolymer prepared according to claim 12. 
     
     
       32. As a composition of matter, the copolymer prepared according to claim 13. 
     
     
       33. As a composition of matter, the copolymer prepared according to claim 14. 
     
     
       34. As a composition of matter, the copolymer prepared according to claim 15. 
     
     
       35. As a composition of matter, the copolymer prepared according to claim 16. 
     
     
       36. As a composition of matter, the copolymer prepared according to claim 17.

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